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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454237Generated: October 31, 2026

Sodium hydride → [2-(3,4-Dichloro-phenoxy)-5-(4-isopropyl-2-oxo-piperazin-1-ylmethyl)-benzyl]-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1454237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Isopropylpiperazin-2-oneHCID 20823878—
Reactant[5-Chloromethyl-2-(3,4-dichloro-phenoxy)-benzyl]-methyl-carbamic acid tert-butyl esterHCID 68849807—
SolventDimethylformamideHCID 6228—
Product[2-(3,4-Dichloro-phenoxy)-5-(4-isopropyl-2-oxo-piperazin-1-ylmethyl)-benzyl]-methyl-carbamic acid tert-butyl esterHCID 6887973379.6%

Reaction Steps

To a solution of 4-isopropyl-piperazin-2-one (32 mg, 0.22 mmol) in DMF (2.2 mL) at 0° C. was added NaH (90%, 11 mg). After 30 min, a solution of [5-chloromethyl-2-(3,4-dichloro-phenoxy)-benzyl]-methyl-carbamic acid tert-butyl ester (96 mg, 0.22 mmol) in DMF (2.2 mL) was added and the reaction was allowed to come to rt and stir overnight. The mixture was quenched with satd. aq. NaHCO3 and extracted with DCM. The combined organic layers were dried (Na2SO4) and concentrated. The crude product was purified by FCC to provide the desired product (94 mg, 79%). MS (ESI): mass calcd. for C27H35Cl2N3O4, 535.20; m/z found, 536.2 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07479493B2
Source datasetuspto-grants-2009_01
ORD IDord-3c5efbbb638943b0a2dddaee555a3762
Source noteuspto-grants-2009_01